硫代磷酸O,O-二(4-硝基苯基)O-乙酯 | 7508-73-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 中文名称: 硫代磷酸O,O-二(4-硝基苯基)O-乙酯
• 英文名称: O-ethyl O,O-di(4-nitrophenyl)thiophosphate
• 英文别名: thiophosphoric acid O-ethyl ester-O',O''-bis-(4-nitro-phenyl ester)；Thiophosphorsaeure-O-aethylester-O',O''-bis-(4-nitro-phenylester)；Thiophosphorsaeure-O-aethylester-O,O-bis-<4-nitro-phenylester>；Thiophosphorsaeure-O-ethylester-O,O-bis-(4-nitro-phenylester)；Aethyl-di--phosphonothionat；Phosphorothioic acid, O,O-bis(p-nitrophenyl) O-ethyl ester；ethoxy-bis(4-nitrophenoxy)-sulfanylidene-λ5-phosphane
• CAS: 7508-73-8
• 化学式: C₁₄H₁₃N₂O₇PS
• mdl: MFCD00819609
• 分子量: 384.306
• InChiKey: SPAIIFJILQXFKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  151
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  硫代磷酸O,O-二(4-硝基苯基)O-乙酯 生成 thiophosphoric acid S-ethyl ester-O,O'-bis-(4-nitro-phenyl ester)
  参考文献：
  名称：

  Woodcock; Stringer, Annals of Applied Biology, 1951, vol. 38, p. 111,114

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-nitrophenoxy)butanoic acid 、 sodium ethanolate 在 三氯硫磷 、 乙醇 、 丙酮 作用下， 生成 硫代磷酸O,O-二(4-硝基苯基)O-乙酯
  参考文献：
  名称：

  Some p-Nitrophenyl Derivatives of o-Phosphoric and o-thiophosphoric Acid

  摘要：

  DOI：

  10.1021/ja01168a532

文献信息

• The vapour pressure of parathion and related compounds
  作者：N. F. H. Bright、J. C. Cuthill、N. H. Woodbury

  DOI：10.1002/jsfa.2740011108

  日期：1950.11

  small quantities of various related compounds, (e) O,O′,O″-triethyl thiophosphate, (f) O,O′-diethyl S-ethyl phosphate, (g) O-ethyl O,O′-bis-P-nitrophenyl thiophosphate. Compounds (a) to (d) and (g) were examined by an effusion technique. Compounds (e) and (/) were examined in a liquid U-tube manometer. Details of the preparation of the materials are given. The vapour pressures have been shown to be low

  鉴于对基于对硫磷的杀虫制剂的广泛兴趣，已在 25-92°C 范围内的不同温度下测量了纯材料和许多可能在商业产品中遇到的相关化合物的蒸气压。检测的材料包括：(a) 纯对硫磷，O,O'-二乙基 OP-硝基苯硫代磷酸酯，(b) (a) 的 S-乙基异构体，O,S-二乙基 0-P-硝基苯基磷酸酯，(c) S- (a) 的苯基异构体，O,O'-二乙基 Sp-硝基苯基磷酸酯，(d) 商业对硫磷，主要包含纯对硫磷和少量的各种相关化合物，(e) O,O',O"-三乙基硫代磷酸酯，(f) O,O'-S-乙基磷酸二乙酯，(g) O-乙基 O,O'-双-P-硝基苯基硫代磷酸酯。通过渗出技术检查化合物(a)至(d)和(g)。在液体 U 型管压力计中检查化合物 (e) 和 (i)。提供了材料制备的详细信息。已显示蒸气压在常温下较低（通常在 10-4 毫米汞柱的数量级，或更低，在 20°C）。所提供的数据将用于评估暴
• Hilgetag et al., Journal fur praktische Chemie (Leipzig 1954), 1959, vol. <4> 8, p. 207,215
  作者：Hilgetag et al.

  DOI：——

  日期：——
• STUDIES ON CHIRAL THIOPHOSPHORIC ACIDS AND THEIR DERIVATIVES 14. THE ASYMMETRIC CYCLIZATION OF (+)-CIS-1,2,2-TRIMETHYL-1,3- DIAMINOCYCLOPENTANE WITH THIOPHOSPHORODICHLORIDATES AND O-(4-NITROPHENYL)THIOPHOSPHOROCHLORIDATES
  作者：Chu-Chi Tang、Hui-Fang Lang、Zheng-Jie He、Ru-Yu Chen

  DOI：10.1080/10426509608046418

  日期：1996.7.1

  The cyclization of (+)-cis-1,2,2-trimethyl-1,3-diaminocyclopentane 1 with thiophosphorodichloridates 2 or O-(4-nitrophenyl)thiophosphorochloridates 4 forms (+)-2,4,5-diazaphosphabicyclo[3.2.1]octane 3 and 3', respectively, but the stereoselectivity arising from the condensation of (+)-1 with 4 is less than that of (+)-1 with 2. The distinction between the two product distributions might be due to the significance of different mechanistic routes. In the light of a trigonal bipyramid (TBP) intermediate and Berry pseudorotation (BPR) concept their mechanism are discussed.
• Lakshman A., Bijul; Gupta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 1, p. 152 - 157
  作者：Lakshman A., Bijul、Gupta

  DOI：——

  日期：——
• Enzymatic Synthesis of Chiral Organophosphothioates from Prochiral Precursors
  作者：Wen-Shan Li、Yingchun Li、Craig M. Hill、Karin T. Lum、Frank M. Raushel

  DOI：10.1021/ja017840d

  日期：2002.4.1

  The phosphotriesterase from Pseudomonas diminuta has been shown to selectively cleave the pro-R p-nitrophenolate substituent from bis-p-nitrophenyl alkyl phosphothioate esters. When the alkyl substituent is methyl, ethyl, or isopropyl the enantiomeric excess of the product is >/=99%. Manipulation of the active site through mutagenesis has enabled the preparation of protein variants that preferentially hydrolyze the pro-S substituent of the target substrates. This methodology thus permits the preparation of chiral products from prochiral precursors.